Looking for the best trails around Derby?

Explore the best rated trails in Derby, CT, whether you're looking for an easy walking trail or a bike trail like the Windsor River Trail and Niantic Bay Boardwalk . With more than 69 trails covering 555 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Ocean Parkway Coastal Greenway

Enjoyable Ride

June, 2024 by manselmo77

One of my favorite rides of LI. Good speeds/pace going east. Return headwind can be tough.

Air Line State Park Trail

Get outta here. Put an asphalt trail down or stop wasting our time.

June, 2024 by db7178

Get outta here. Put an asphalt trail down or stop wasting our time.

Putnam Trailway

meh

June, 2024 by vbergerg_tl

Finally reached it from the North County trail way and was both surprised and disappointed. Some nice spots but mostly odd hills and backend of towns. Expected it to be much nicer. Now I’m trying to figure out the road connections in Brewster to get to the better reviewed Maybrook.

Accordion

Hop River State Park Trail

Terrific Trail

May, 2024 by 9q8skpdwwc

Just finished the whole trail, plus the Charter Oak Trail, from Columbia to Manchester, and back. 44 miles at 12.5 mph. A very gentle steady climb of about 500 feet to Bolton Notch, from the east. Also about 500 feet up the South end of Manchester. With the exception of a short stretch leaving Columbia, the trail is very rideable, in fine shape. Highly recommended!

Pequonnock River Trail

Bring your phone with GPS

May, 2024 by sboaters_tl

My wife and I did this trail on touring bikes, starting at Glenwood Park in Bridgeport, and proceeded northward. Easy to follow until Twin Brooks Park where the trail joins the park trails but there is no signage from here northward. Nice surface but we had to stop NUMEROUS times to look at our GPS to determine our location and which trail/path to take. Then finding the Tait Road starting point for the next section was a challenge. Either print out the Trail Description and have a map, and/or have your phone handy as there are very few, if any, signs showing where the trail goes. A nice series of trails once you find them but don't expect ANY directional advice.

North Shore Rail Trail

Relaxed ride for family

May, 2024 by qfranco10

Yes it's along powerlines, but the ride is nice and easy, there are a few places to stop and enjoy a break. Most road crossings have crossing lights.

South County Trailway

Great trail with seamless trail connections at both ends!

May, 2024 by steve.schwinn

Road this fully paved trail in connection with the Old Putnam Trail (also known as the Putnam Greenway) as an out-and-back from the Tarrytown Lakes Park Parking Lot on Neperan Road (1 mile connector trail to the junction of the North and South County Trails) to the south end of Van Cortlandt Park. About a 35 mile round-trip. Trail is in very good shape with only a few root heaves. Note that the Old Putnam Trail is significantly narrower and busy with runners and walkers, especially on weekends.

CTfastrak Multi-Use Trail

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

May, 2024 by carlosccalhoun

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

Old Croton Aqueduct Trail

great view the whole time

May, 2024 by smashwin111

This and the Erie Path on the other side of the river are relatively flat, and I rode both easily on a hybrid. The view on either side of the river is really nice the whole time, because your are just elevated enough to see the river clearly the whole time. Also Tarrytown is a nice stop. I did this in two legs - Yonkers to Tarrytown, and Tarrytown to Croton Reservoir. The reservoir at the end is a nice destination.

Parks to Ports Greenway Trail

unpleasant

May, 2024 by pvdx6j56f6

Right along a busy 6 lane road where people seem to race between stoplights and show off their sub par modified exhaust systems. Bring your earplugs.

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

Farmington Canal Heritage Trail

Farmington/Heritage

May, 2024 by blujeepin76

Over run with cyclists. Many very inconsiderate. They don’t ring their bell until right behind you. Should be a biking speed limit. Many older people can’t move out of the way when there are pairs of cyclists that stay side by side. Extremely inconsiderate. Not all but too many are.

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